"You're a Big Boy, Roo" is the first segment of the fiftieth episode of My Friends Tigger & Pooh.
Roo is given an important job by his Mom -- to pick up her pouch watch from Rabbit, who has been repairing it. Roo gets the watch, but then loses it when he stops to play. Worried that his Mom won't think him a big boy anymore, he calls on the Super Sleuths to help him find it. They assist him with his problem, but then a later problem comes up that he can only solve on his own.